CN106536672B - Oil-based composition for dispersing asphaltenes and paraffins - Google Patents
Oil-based composition for dispersing asphaltenes and paraffins Download PDFInfo
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- CN106536672B CN106536672B CN201580039547.5A CN201580039547A CN106536672B CN 106536672 B CN106536672 B CN 106536672B CN 201580039547 A CN201580039547 A CN 201580039547A CN 106536672 B CN106536672 B CN 106536672B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
- C09K8/524—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/10—Nanoparticle-containing well treatment fluids
Abstract
The present invention provides an oil-based composition for dispersing asphaltenes and paraffins in pipes and equipment used in the field of petroleum production, transportation, processing and storage. The compositions are easy to formulate and they are also environmentally friendly since they are biodegradable "green" products. The composition comprises a non-polar solvent and bismuth nanoparticles, and may optionally further comprise a compound of the terpene or terpenoid family and an organic acid.
Description
Technical Field
The present invention relates to the field of petroleum extraction and more particularly to oil-based compositions for dispersing asphaltenes and paraffins.
Background
Generally, oil heavy fractions contain paraffins and asphaltenes, which tend to crystallize in the oil fraction containing them when cooling and/or operating conditions change. A disadvantage of the presence of paraffins and asphaltenes in the oil fraction is that they precipitate in the piping, thereby blocking the hydrocarbon production stream. These deposits must be removed from the production lines, vessels and equipment used for petroleum production in order to maintain process efficiency.
To this end, sulfur trioxide is typically employed to form a dispersible material having a paraffin wax, which is then removed with an aqueous liquid and a surfactant. Solvents and dispersants such as primary alcohols and copolymers of ethylene oxide with sodium silicate and succinamide N-substituted ethers may also be used. Also, several compositions have been developed to achieve this goal.
For example, U.S. patent No.6,090,769 relates to asphaltene and heavy oil degreasers comprising a cyclic hydrocarbon solvent, dipropylene glycol mono-n-butyl ether, a volatile stabilizer, an aromatic alkyl sulfonate, a branched ethoxylated alcohol, and an ethoxylated alkyl thiol. The degreaser has suitable solvent and detergent properties. For this purpose, the volatile stabilizer acts synergistically with the cyclic hydrocarbon solvent and dipropylene glycol mono-n-butyl ether.
Document WO 2011/062799 provides a method for removing precipitates from oil deposits involving heating and/or contacting the precipitates with reaction products from the exothermic reaction of a solvent with an acid. Nevertheless, this method has disadvantages in that corrosive substances that may affect the pipe material are used, and an additional method needs to be included in the crude oil production process.
On the other hand, documents WO 2012/009128 a2 and WO 2012/129302 a2 provide compositions with nanomaterials to be used as drilling fluids. The compositions have improved properties such as wettability, friction reduction, corrosion resistance and rheology over other existing fluids. These compositions alter the physical properties of the asphaltenes such that they prevent the asphaltenes from adhering to the surface of the drill bit during drilling operations. The compositions described in both of the above documents are formulated based on aqueous base or as an emulsion and further comprise nanoparticles of metal oxides, graphite or graphene. Nevertheless, these compositions have the disadvantage of using laborious formulation processes and of being non-degradable.
In view of the above, there is a need to provide alternative compositions that allow proper dispersion of paraffins and asphaltenes, are easy to formulate, and are environmentally friendly.
Disclosure of Invention
In view of the drawbacks of the prior art, it is an object of the present invention to provide an oil-based composition for dispersing asphaltenes and paraffins in pipes and equipment used in the field of oil production.
It is another object of the present invention to increase the production of an oil well.
It is another object of the present invention to increase the production of crude oil transported through a pipeline.
Also, another object of the present invention is to increase the production of turbomachinery contacted with crude oil.
It is another object of the present invention to improve the rheology of heavy crude oils.
Another object of the present invention is to have a composition which is safer in its application due to its higher ignition point, thus avoiding accidents.
It is another object of the present invention to provide compositions for cleaning storage tanks and crude oil processing units.
It is another object of the present invention to develop a biodegradable "green" product to achieve the above objects.
Drawings
Fig. 1 is a comparative UV-VIS spectrum between a composition comprising bismuth nanoparticles and another composition without the nanoparticles according to one embodiment of the invention.
Fig. 2 is a comparative UV-VIS spectrum between a composition comprising bismuth nanoparticles and another composition without the nanoparticles according to one embodiment of the invention.
Fig. 3 is a comparative UV-VIS spectrum between a composition comprising bismuth nanoparticles and another composition without the nanoparticles according to one embodiment of the invention.
Fig. 4 is a comparative UV-VIS spectrum between a commercial product comprising bismuth nanoparticles and the same commercial product without the nanoparticles, according to one embodiment of the invention.
Fig. 5 is a comparative UV-VIS spectrum between another commercial product comprising bismuth nanoparticles and the same commercial product without the nanoparticles according to one embodiment of the invention.
Fig. 6 is a comparative UV-VIS spectrum between compositions comprising different metal oxide nanoparticles.
Detailed Description
It has been surprisingly found that an oil-based composition mixed with metal nanoparticles can efficiently disperse paraffin and asphaltenes in pipes and equipment for petroleum production, thereby increasing the yield of an oil well in a safe and environmentally friendly manner because it is a biodegradable green product.
Thus, in one aspect of the invention, a composition comprising a non-polar solvent as an oil base and bismuth nanoparticles is described.
In one embodiment of the invention, the composition further comprises a compound of the terpene or terpenoid family and an organic acid.
Preferably, the non-polar solvent is a fatty acid methyl ester selected from the group consisting of corn oil methyl ester, rapeseed oil methyl ester, methyl oleate, fatty acid medium and long chain triglyceride methyl esters, and mixtures thereof. More preferably, the non-polar solvent is corn oil methyl ester.
The non-polar solvent is present in the composition in the range of 10 to 99.99% by weight of the composition, preferably 90 to 99% by weight of the composition, even more preferably 95 to 99% by weight of the composition.
For the effect of the present invention, the term nanoparticle refers to a nanopowder, nanowire, nanotube or any bismuth nanostructure. The bismuth nanoparticles are selected from the group consisting of metallic bismuth, bismuth oxide, bismuth sulfide, bismuth carbonate, and mixtures thereof. More preferably, the bismuth nanoparticles are metallic bismuth, bismuth oxide, bismuth sulfide and mixtures thereof.
The bismuth nanoparticles have a particle size in the range of 5nm to 200nm, preferably between 20nm and 100 nm.
Also, the nanoparticles are present in the composition in the range of 0.01 to 10% by weight of the composition, preferably 0.01 to 1.0% by weight of the composition.
Optionally, these bismuth nanoparticles may also be modified or functionalized at their surface with functional groups selected from: saturated or unsaturated straight chain, branched chain, cyclic C1-C20Carboxylic acids, their salts, and combinations thereof; amides, amines, triglycerides, polymers and their salts; aldehydes, ketones; anionic, cationic, zwitterionic and nonionic surfactants; mercapto, thiol, ether, terpene, terpenoid; essential oil; and combinations thereof; and saturated or unsaturated linear, branched, cyclic sulfonated acids, their salts, and combinations thereof.
In the case of compounds of the terpene or terpenoid family, they are selected from the group consisting of monoterpenes, sesquiterpenes, diterpenes, triterpenes, tetraterpenes, polyterpenes and mixtures thereof. Preferably, the compounds in the terpene or terpenoid family are selected from the group consisting of menthol, pinene, camphor, geraniol, D-limonene, L-limonene, dipentene, myrcene, terpinene, squalene, carotene, sweet orange terpene, cinnamaldehyde and long chain aldehydes and mixtures thereof. More preferably, the compounds in the terpene or terpenoid family are D-limonene, sweet orange terpene, cinnamaldehyde, long chain aldehydes and mixtures thereof.
The compounds in the terpene or terpenoid family are present in the composition in the range of 0 to 50% by weight of the composition, preferably 0.5 to 10% by weight of the composition, more preferably 0.5 to 5% by weight of the composition.
As organic acid, it is selected from sulfonic acids and salts thereof; carboxylic acids and salts thereof; a sulfonated acid; and mixtures thereof. Preferably, the organic acid is selected from dodecylbenzene sulfonic acid, C6-C18Sulfonated acids and mixtures thereof; more preferably, the organic acid is dodecylbenzene sulfonic acid.
The organic acid is present in the composition in the range of 0 to 20% by weight of the composition, preferably 0.5 to 10% by weight of the composition, more preferably 0.5 to 5% by weight of the composition.
The compositions of the present invention may optionally comprise a surfactant selected from the group consisting of: nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof. The nonionic surfactant is selected from the group consisting of alkyl polyglycosides, sorbitan esters, methyl glucoside esters, ethoxylated amines, ethoxylated diamines, polyglycerol esters, polysorbates, and alkyl ethoxylates. Suitable anionic surfactants include those selected from the group consisting of: alkyl ether sulfonates, docusates, alkyl benzene sulfonates, alkyl aryl sulfonates, linear or branched alkyl ether sulfates, linear or branched alkyl ether sulfonates, polypropoxylated alcohol sulfates, alkyl disulfonates, alkyl disulfates, and mixtures thereof. The cationic surfactant is selected from arginine methyl ester, alkanolamine, alkylene diamine, alkyl trimethyl ammonium salt and their mixture. The surfactant is preferably selected from polysorbates; more preferably from polyoxyethylene (20) sorbitan monooleate (also known as polysorbate 80).
If it is preferred that the composition of the invention is oil-based, then in another embodiment of the invention, the composition may also be formulated as an oil/water or water/oil emulsion.
The composition of any of the embodiments of the present invention is useful for dispersing asphaltenes, paraffins, and crude oil heavy organic fractions by altering its rheology.
Example 1
Preparation of compositions with bismuth nanoparticles
To perform different experimental determinations showing improved asphaltene and paraffin wax dispersancy in examples 3-8 using compositions comprising bismuth nanoparticles according to the principles of the present invention, the preparation of several oil-based compositions was performed with bismuth nanoparticles.
In this example, the preparation of bismuth-containing nanoparticles (particularly β -Bi) is described2O3Nanoparticles).
For the preparation of a composition comprising β -Bi according to a specific embodiment of the present invention2O3Composition of nanoparticles, defined amount of β -Bi2O3The nanoparticles were added to different target oil-based compositions and then dispersed in a cooling bath with a Misonix S-4000 ultrasonic processor with an 1/2 "ultrasonic horn using ultrasound at an amplitude of 80 for 2 minutes.
The specification of each of examples 3 to 8 describes in detail a determined amount of β -Bi2O3Nanoparticles as well as ingredients and specific amounts for each of the compositions prepared.
Example 2
For measuring the content of the compound represented by formula β -Bi2O3Method for the dispersion of asphaltenes and paraffins by a composition of nanoparticles
The purpose of the experimental method of the invention was to evaluate the addition according to the invention as described in example 1β -Bi2O3Improved dispersability of asphaltenes and paraffins in a composition of nanoparticles for the purpose of describing the process, β -Bi is absent2O3The initial composition of the nanoparticles will be referred to as the "initial composition" and comprises β -Bi2O3The composition of nanoparticles will be referred to as a "modified composition".
The method is as follows:
1) approximately 0.3g of asphaltene and paraffin samples taken from the workover rig were weighed.
2) The sample weight was recorded.
3) The sample was placed in a coffee filter and sealed on top with an elastic band.
4) The total weight of the filter with the sample was recorded.
5) 10mL of the modified composition was injected into a 40mL vial.
6) The modified composition was heated at 60 ℃ while the magnetic stirrer was running.
7) The filter with the sample was immersed when the modifying composition was at 60 ℃.
8) The filter with the sample is immersed during 20 minutes while the stirrer is running, after which time the modifying composition must darken.
9) Once 20 minutes have elapsed, the filter with the sample is removed from the modified composition and then drained.
10) The spectrophotometer was calibrated with a solution of the starting composition in isopropanol. To prepare the solution, 0.5mL of the starting composition was taken and 5mL of isopropanol (spectrophotometer target) was added.
11) The solution was prepared with 0.5mL of the modified composition, wherein the filter had been impregnated with the sample and 5mL of isopropanol.
12) UV-VIS absorbance readings were taken in the wavelength range (λ) of 350 to 750nm through the solution prepared in item 11. According to the article "Interfacial and colloidal scanner of enzymology induced by Brazilian crops," Silva Ramos, Antonio Carlos et al. Journal of Petroleum science and Engineering,32(2001) 201-; the absorbance at 400nm is considered to be representative of the measurement of the asphaltene fraction concentration in crude oil, where the increase in absorbance is proportional to the increase in asphaltene concentration. In this sense, an increase in absorbance at 400nm wavelength would indicate a higher asphaltene and paraffin wax dispersibility.
13) If it is determined in step 12 above that the amount of asphaltene and paraffin dispersed is too high (absorbance greater than 2), a dilution may be made wherein 0.1mL of the modified composition (into which the filter with the sample has been immersed) is taken and dissolved in 9.9mL of isopropanol in order to obtain a clearer reading.
14) The UV-VIS absorbance measurements were again carried out in the wavelength range (. lamda.) from 350 to 750 nm.
15) Using the information obtained, absorbance comparison plots were prepared.
Example 3
Absorbance comparison in corn oil methyl ester based compositions
In this example, the absorbance measurements of the two compositions are compared one composition comprises only corn oil methyl ester (formula 1) and the other composition according to the invention comprises corn oil methyl ester and β -Bi2O3Nanoparticles (formulation 2) β -Bi according to the method of example 12O3Nanoparticles dispersed in formulation 2 the results obtained by the method described in example 2 allow for the coupling of β -Bi2O3The dispersion potential of the nanoparticles was compared.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 100 |
And (3) a formula 2.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 99.9999 |
| β-Bi2O3 | 0.0001 |
FIG. 1 shows a comparison between the absorbance of formula 1 and formula 2 in the wavelength range (λ) of 350 to 750nm it can be noted that the absorbance of formula 2 increases significantly at 400nm wavelength, indicating asphaltene and paraffin concentrations due to the presence of β -Bi according to the principles of the present invention2O3Dispersion by the nanoparticles is increased.
Example 4
Absorbance comparison of corn oil methyl ester-based compositions with dodecylbenzene sulfonic acid and D-limonene
In this example, the absorbance values of the two compositions were also compared similarly to example 3. formulations 3 and 4 were now prepared with the additional ingredients of formulations 1 and 2, as will be seen hereinafter formulation 4 contains the same ingredients as formulation 3, and additionally β -Bi2O3Nanoparticles to compare asphaltene dispersancy in two formulations β -Bi according to the method of example 12O3The nanoparticles were dispersed in formulation 4 and absorbance measurements were made using the method described in example 2.
And (3) preparing a formula.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 98 |
| Dodecyl Benzene Sulfonic Acid (DBSA) | 1 |
| D- |
1 |
And (4) preparing a formula.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 97.9999 |
| Dodecyl Benzene Sulfonic Acid (DBSA) | 1 |
| D- |
1 |
| β-Bi2O3 | 0.0001 |
FIG. 2 shows the results before the dispersancy test for asphaltenes and paraffinsAnd then the absorbance of formula 3 and formula 4 in the wavelength range (λ) of 350 to 750nm it should be noted that at a wavelength of 400nm, the absorbance of formula 4 increased relative to its baseline and relative to formula 3, indicating that the concentrations of asphaltenes and paraffins were due to the presence of β -Bi according to the principles of the present invention2O3Dispersion by the nanoparticles increases.
Example 5
Absorbance comparison of corn oil methyl ester-based compositions with triethanolamine dodecylbenzene sulfonate and D-limonene
In this example, the same method as in examples 3 and 4 was used to compare the composition consisting of β -Bi-free2O3Nanoparticle composition (formulation 5) and formulations having β -Bi2O3The composition of nanoparticles (formulation 6) resulted in asphaltene and paraffin wax dispersancy.
And (5) preparing a formula.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 98 |
| Triethanolamine dodecyl benzene sulfonate | 1 |
| D- |
1 |
And 6, a formula.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 97.9999 |
| Triethanolamine dodecyl benzene sulfonate | 1 |
| D- |
1 |
| β-Bi2O3 | 0.0001 |
FIG. 3 shows a comparison between the absorbance of formulas 5 and 6 in the wavelength range (λ) of 350 to 750nm before and after the dispersion test of asphaltenes and paraffin waxes it should be noted that the absorbance of formula 6 increased relative to its baseline and relative to formula 5 at a wavelength of 400nm, indicating that the concentrations of asphaltenes and paraffin waxes are due to the presence of β -Bi according to the principles of the present invention2O3Dispersion by the nanoparticles increases.
Example 6
Dispersion comparison of asphaltenes and paraffins to commercial compositions
The purpose of this assay was to compare the asphaltene and paraffin wax dispersancy of two commercial compositions (initial composition and composition modified according to the principles of the present invention).
By adding β -Bi according to the principles of the present invention2O3Nanoparticle (method of example 1) modification of N-Spec 50 product from Brenntag company.N-Spec 50 modified composition was designated formula 7. then two compositions, initial N-Spec 50 and with β -Bi, were prepared using the method described in example 22O3Nanoparticle modified N-Spec 50 (formula 7) was used for asphaltene and paraffin dispersibility measurements.
Formulation 7 using β -Bi2O3Nanoparticle modified N-Spec 50.
| Compound (I) | Quantity (g) |
| N-Spec 50 | 99.9999 |
| β-Bi2O3 | 0.0001 |
FIG. 4 shows a comparison between the absorbance of the formulation 7 and the N-Spec 50 product in the wavelength range (λ) of 350 to 750nm it can be noted that the absorbance value of formulation 7 at 400nm is greater than that of the N-Spec 50 product, again, it is demonstrated that β -Bi according to the principles of the present invention2O3The presence of nanoparticles results in greater asphaltene and paraffin wax dispersibility.
In another aspect, by adding β -Bi according to the principles of the present invention2O3The nanoparticles (method of example 1) modified the product Prifer6813 from CRODA. the Prifer6813 modified composition was named formulation 8. then the method described in example 2 was used to modify both compositions, initial Prifer6813 and with β -Bi2O3Nanoparticle modified Prifer6813 (formulation 8) performs asphaltene and paraffin wax dispersibility measurements.
Formula 8, β -Bi is added2O3Priffer 6813 for nanoparticles.
| Compound (I) | Quantity (g) |
| |
99.9999 |
| β-Bi2O3 | 0.0001 |
FIG. 5 shows a comparison between the absorbance of the formulation 8 and the Prifer6813 product in the wavelength range (λ) of 350 to 750nm2O3The presence of nanoparticles results in greater asphaltene and paraffin wax dispersibility.
Example 7
Asphaltene and paraffin dispersancy in compositions with different nanoparticles
According to example 1, different metal oxide nanoparticles such as TiO were used2、ZnO、γ-Fe2O3、Fe3O4The same nanoparticle dispersion procedure was performed to prepare different compositions (formulations 9 to 12) in order to compare the effect on the asphaltene and paraffin wax dispersibility caused by these different nanoparticles with the effect on the asphaltene and paraffin wax dispersibility caused by bismuth nanoparticles according to the principles of the present invention.
Formulations 9 to 12 are as follows:
and (4) a formula 9.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 99.9999 |
| TiO2Evonik Aeroxide P25 | 0.0001 |
And (5) a formula 10.
Formulation 11.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 99.9999 |
| γ-Fe2O3Inframat | 0.0001 |
And (4) a formula 12.
| Compound (I) | Quantity (g) |
| Corn oil methyl ester | 99.9999 |
| ZnO Inframat | 0.0001 |
Each of formulations 9 through 12 was subjected to the dispersibility measurement method described in example 2 to determine efficacy in asphaltene and paraffin dispersibility for each composition in this case, steps 13 through 15 were performed to obtain clearer absorbance readings comparing the absorbance results obtained at a wavelength of 400nm (λ) to those obtained for formulation 2 described in example 3, formulation 2 containing β -Bi according to principles of the present invention2O3Nanoparticles. A comparison of the results is shown in table 1.
TABLE 1
Absorbance of compositions with nanoparticles from different metal oxides
| Formulation of | Wavelength (lambda) | |
| Formulation | ||
| 2 | 400 | 0.431 |
| Formulation 9 | 400 | 0.335 |
| Formulation 10 | 400 | 0.267 |
| Formulation 11 | 400 | 0.213 |
| Formulation 12 | 400 | 0.163 |
Table 1 shows that while all compositions exhibit asphaltene and paraffin dispersion characteristics, they exhibit β -Bi2O3The best absorbance results (0.431) were obtained for nanoparticle formulation 2.
Also, from the results obtained in FIG. 6, bismuth oxide nanoparticles (Bi) can be determined2O3) (at its β -Bi2O3Phase) with other oxides such as TiO2、γ-Fe2O3、Fe3O4Compared with ZnO, the ZnO has higher asphaltene and paraffin wax dispersion efficiency.
It will be apparent from the foregoing that the oil-based composition for dispersing asphaltenes and paraffins is designed to increase the production of oil wells by avoiding plugging of tubing in a safer and more environmentally friendly manner, and it will be apparent to any person skilled in the art that the examples of oil-based compositions for dispersing asphaltenes and paraffins as described above are merely illustrative and do not limit the invention, as many important variations are possible without departing from the scope of the invention.
Accordingly, the invention is not to be considered as limiting, except as required by the prior art and by the scope of the appended claims.
Claims (28)
1. An oil-based composition comprising a non-polar solvent selected from fatty acid methyl esters and bismuth oxide nanoparticles.
2. The composition according to claim 1, comprising a compound of the terpene or terpenoid family and an organic acid.
3. The composition of claim 1, comprising 10 to 99.99% of the non-polar solvent and 0.01 to 10.0% by weight of the bismuth nanoparticles.
4. The composition of claim 3, comprising 90 to 99 weight percent of the non-polar solvent and 0.01 to 1.0 weight percent of the bismuth nanoparticles.
5. The composition of claim 4, comprising 95 to 99 weight percent of the non-polar solvent.
6. The composition according to claim 2, comprising 0 to 50 wt% of the compound in the terpene or terpenoid family and 0 to 20 wt% of the organic acid.
7. The composition according to claim 6, comprising 0.5 to 10 wt% of the compound in the terpene or terpenoid family and 0.5 to 10 wt% of the organic acid.
8. The composition according to claim 7, comprising 0.5 to 5 wt% of the compound in the terpene or terpenoid family and 0.5 to 5 wt% of the organic acid.
9. The composition of claim 1, wherein the fatty acid methyl esters are selected from the group consisting of corn oil methyl esters, rapeseed oil methyl esters, methyl oleate, medium and long chain trimethyl glycerols, and mixtures thereof.
10. The composition of claim 9, wherein the fatty acid methyl ester is corn oil methyl ester.
11. The composition of claim 1, wherein the bismuth nanoparticles are selected from nanopowders, nanowires, nanotubes and any bismuth nanostructure.
12. The composition of claim 1, wherein the bismuth nanoparticles have a particle size between 5nm and 200 nm.
13. The composition of claim 12, wherein the bismuth nanoparticles have a particle size between 20nm and 100 nm.
14. The composition of claim 1, wherein the bismuth nanoparticles are further modified or functionalized at their surface with a functional group selected from the group consisting of: saturated or unsaturated straight chain, branched chain, cyclic C1-C20Carboxylic acids, their salts, and combinations thereof; amides, amines, polymers, and salts thereof; a triglyceride; aldehydes; ketones; anionic, cationic, zwitterionic and nonionic surfactants; mercapto, thiol, ether, terpene, terpenoid, essential oil, and combinations thereof; and saturated or unsaturated linear, branched or cyclic sulfonated acids, their salts and combinations thereof.
15. The composition according to claim 2, wherein the compound in the terpene or terpenoid family is selected from the group consisting of monoterpenes, sesquiterpenes, diterpenes, triterpenes, tetraterpenes, polyterpenes, and mixtures thereof.
16. The composition according to claim 15, wherein the compound in the terpene or terpenoid family is selected from the group consisting of menthol, pinene, camphor, geraniol, D-limonene, L-limonene, dipentene, myrcene, terpinene, squalene, carotene, sweet orange terpene, and mixtures thereof.
17. The composition according to claim 16, wherein the compound in the terpene or terpenoid family is selected from the group consisting of D-limonene, sweet orange terpene, and mixtures thereof.
18. The composition of claim 2, wherein the organic acid is selected from the group consisting of sulfonic acids and salts thereof; carboxylic acids and salts thereof; and mixtures thereof.
19. The composition of claim 18, wherein the organic acid is selected from dodecylbenzene sulfonic acid, C6-C18Sulfonated acids and mixtures thereof.
20. The composition of claim 19, wherein the organic acid is dodecylbenzene sulfonic acid.
21. The composition of claim 1 or claim 2, comprising a surfactant selected from the group consisting of: nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof.
22. The composition of claim 21, wherein the nonionic surfactant is selected from the group consisting of alkyl polyglycosides, sorbitan esters, methyl glucoside esters, ethoxylated amines, ethoxylated diamines, polyglycerol esters, polysorbates, alkyl ethoxylates, and mixtures thereof.
23. The composition of claim 21, wherein the anionic surfactant is selected from the group consisting of alkyl ether sulfonates, docusates, alkylbenzene sulfonates, alkyl aryl sulfonates, linear or branched alkyl ether sulfates, linear or branched alkyl ether sulfonates, polypropoxylated alcohol sulfates, alkyl disulfonates, alkyl disulfates, and mixtures thereof.
24. The composition of claim 21, wherein the cationic surfactant is selected from arginine methyl ester, alkyl trimethyl ammonium salts, and mixtures thereof.
25. The composition of claim 22, wherein the non-ionic surfactant is a polysorbate.
26. The composition of claim 25, wherein the non-ionic surfactant is polyoxyethylene (20) sorbitan monooleate.
27. The composition of claim 1 or claim 2, wherein the composition is formulated as an oil/water or water/oil emulsion.
28. The composition of claim 1, further comprising cinnamaldehyde or a long chain aldehyde.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MX2014006332A MX2014006332A (en) | 2014-05-26 | 2014-05-26 | Oil-based compositions for dispersing asphaltenes and paraffins. |
| MXMX/A/2014/006332 | 2014-05-26 | ||
| PCT/IB2015/053927 WO2015181719A2 (en) | 2014-05-26 | 2015-05-26 | Oil-based compositions for dispersing asphaltenes and paraffins |
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| Publication Number | Publication Date |
|---|---|
| CN106536672A CN106536672A (en) | 2017-03-22 |
| CN106536672B true CN106536672B (en) | 2020-06-30 |
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|---|---|
| US (1) | US10557077B2 (en) |
| EP (1) | EP3150685B1 (en) |
| CN (1) | CN106536672B (en) |
| CA (1) | CA2953066C (en) |
| DK (1) | DK3150685T3 (en) |
| ES (1) | ES2743180T3 (en) |
| MX (2) | MX2014006332A (en) |
| PL (1) | PL3150685T3 (en) |
| RS (1) | RS59117B1 (en) |
| WO (1) | WO2015181719A2 (en) |
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|---|---|---|---|---|
| US9580639B2 (en) | 2011-07-18 | 2017-02-28 | Saudi Arabian Oil Company | Controlled release of surfactants for enhanced oil recovery |
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| EP3150685A4 (en) | 2017-12-27 |
| RS59117B1 (en) | 2019-09-30 |
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| PL3150685T3 (en) | 2019-09-30 |
| EP3150685A2 (en) | 2017-04-05 |
| MX365737B (en) | 2019-06-12 |
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| WO2015181719A3 (en) | 2016-02-18 |
| CA2953066C (en) | 2020-09-15 |
| EP3150685B1 (en) | 2019-05-15 |
| US20170198193A1 (en) | 2017-07-13 |
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